The present study proposes a bicycle helmet evaluation under oblique impact based on a coupled experimental versus numerical test method using two separate brain FE models. For each of the 17 helmet types three oblique impacts have been conducted and the 6D headform acceleration curves have been considered as the initial conditions of the brain injury risk assessment based on the FE simulation. The study gives a new insight into helmet protection capability under oblique loading and shows that adequate protection is offered by most of the helmets when impacts leading to rotation around X and Y are concerned. However when impact leads to rotation around Z axis the protection is critical for nearly all helmets. The study considers two separate brain FE models for the assessment of brain injury risk and thus permits a comparative analysis of brain FE modeling. When impact induces rotation around X and Y axis the computed results are comparable. However when rotation around Z axis are concerned significant differences are observed which demonstrate that further efforts are needed in the domain of model based brain injury criteria harmonization.